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    Total synthesis of (-)-safracin B total synthesis of (-)-thiangazole development of sulfonamide chemistry

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    Author
    Cheung, Mui
    Date
    1997
    Advisor
    Fukuyama, Tohru
    Degree
    Doctor of Philosophy
    Abstract
    Chapter I describes the stereocontrolled total synthesis of ($-$)-safracin B with antibacterial and antitumor activities. The convergent approach for the synthesis of safracin B can be readily applied to the synthesis of the related isoquinolinequinone family such as saframycins and ecteinascidins. Chapter II discusses the total synthesis of ($-$)-thiangazole, a substance with potent anti-HIV-1 activity in vitro. An efficient synthetic pathway is developed to enable diverse modification of both ends of thiangazole and thus provide a rapid access to a variety of analogs. Chapter III outlines the development of new chemistry of nitrobenzenesulfonamides, N-Boc and N-Alloc nitrobenzene sulfonamides, and alkylsulfonamides for the efficient preparation of secondary amines and protected primary amines.
    Keyword
    Organic chemistry; Pharmaceutical chemistry
    Citation
    Cheung, Mui. "Total synthesis of (-)-safracin B total synthesis of (-)-thiangazole development of sulfonamide chemistry." (1997) Diss., Rice University. https://hdl.handle.net/1911/19141.
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    Managed by the Digital Scholarship Services at Fondren Library, Rice University
    Physical Address: 6100 Main Street, Houston, Texas 77005
    Mailing Address: MS-44, P.O.BOX 1892, Houston, Texas 77251-1892
    Site Map